ArticleOrganic letters2012
Natural product disaccharide engineering through tandem glycosyltransferase catalysis reversibility and neoglycosylation.
Article in Organic letters, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 23 papers.
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Who cites it
23 citing papers in PubMed.
- Article
- Promiscuous Enzymes for Residue-Specific Peptide and Protein Late-Stage Functionalization.Chembiochem : a European journal of chemical biology · 2023Review
- Emulating nonribosomal peptides with ribosomal biosynthetic strategies.RSC chemical biology · 2023Review
- Naturally Occurring Organohalogen Compounds-A Comprehensive Review.Progress in the chemistry of organic natural products · 2023Review
- Controllable Iterative β-Glucosylation from UDP-Glucose byJournal of agricultural and food chemistry · 2021Article
- Enzyme-mediated bioorthogonal technologies: catalysts, chemoselective reactions and recent methyltransferase applications.Current opinion in biotechnology · 2021Review
- Sugar-Pirating as an Enabling Platform for the Synthesis of 4,6-Dideoxyhexoses.Journal of the American Chemical Society · 2020Article
- Leloir Glycosyltransferases in Applied Biocatalysis: A Multidisciplinary Approach.International journal of molecular sciences · 2019Review
- Glycal Metallanitrenes for 2-Amino Sugar Synthesis: Amidoglycosylation of Gulal-, Allal-, Glucal-, and Galactal 3-Carbamates.The Journal of organic chemistry · 2018Article
- OleD Loki as a Catalyst for Tertiary Amine and Hydroxamate Glycosylation.Chembiochem : a European journal of chemical biology · 2017Article
- Identification of Neuroprotective Spoxazomicin and Oxachelin Glycosides via Chemoenzymatic Glycosyl-Scanning.Journal of natural products · 2017Article
- Engineering a Carbohydrate-processing Transglycosidase into Glycosyltransferase for Natural Product Glycodiversification.Scientific reports · 2016Article
- A comprehensive review of glycosylated bacterial natural products.Chemical Society reviews · 2015Review
- Influence of Sugar Amine Regiochemistry on Digitoxigenin Neoglycoside Anticancer Activity.ACS medicinal chemistry letters · 2015Article
- Terfestatins B and C, New p-Terphenyl Glycosides Produced by Streptomyces sp. RM-5-8.Organic letters · 2015Article
- Tackling vancomycin-resistant bacteria with 'lipophilic-vancomycin-carbohydrate conjugates'.The Journal of antibiotics · 2015Article
- The identification of perillyl alcohol glycosides with improved antiproliferative activity.Journal of medicinal chemistry · 2014Article
- Functionalized anodic aluminum oxide membrane-electrode system for enzyme immobilization.ACS nano · 2014Article
- Neoglycosylation and neoglycorandomization: Enabling tools for the discovery of novel glycosylated bioactive probes and early stage leads.MedChemComm · 2014Article
- Facile chemoenzymatic strategies for the synthesis and utilization of S-adenosyl-(L)-methionine analogues.Angewandte Chemie (International ed. in English) · 2014Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
A two-step strategy for disaccharide modulation using vancomycin as a model is reported. The strategy relies upon a glycosyltransferase-catalyzed 'reverse' reaction to enable the facile attachment of an alkoxyamine-bearing sugar to the vancomycin core. Neoglycosylation of the corresponding aglycon led to a novel set of vancomycin 1,6-disaccharide variants. While the in vitro antibacterial properties of corresponding vancomycin 1,6-disaccharide analogs were equipotent to the parent antibiotic, the chemoenzymatic method presented is expected to be broadly applicable.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.